Higenamine

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Higenamine

Names
IUPAC name 1-[(4-Hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
Other names norcoclaurine, demethylcoclaurine
Identifiers
CAS Number	5843-65-2 Y 106032-53-5 (R) Y 22672-77-1 (S) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:18418 Y
ChEMBL	ChEMBL19344 Y
ChemSpider	102800 Y
KEGG	C06346 Y
MeSH	higenamine
PubChem CID	114840
UNII	TBV5O16GAP Y 6016M93W29 (R) Y P94O9O6QM5 (S) Y
CompTox Dashboard (EPA)	DTXSID70973974
InChI InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2 Y Key: WZRCQWQRFZITDX-UHFFFAOYSA-N Y InChI=1/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2 Key: WZRCQWQRFZITDX-UHFFFAOYAH
SMILES Oc1ccc(cc1)CC3c2c(cc(O)c(O)c2)CCN3
Properties
Chemical formula	C16H17NO3
Molar mass	271.316 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Higenamine (norcoclaurine) is a chemical compound found in a variety of plants including Nandina domestica (fruit), Aconitum carmichaelii (root), Asarum heterotropioides, Galium divaricatum (stem and vine), Annona squamosa, and Nelumbo nucifera (lotus seeds).

Higenamine is found as an ingredient in sports and weight loss dietary supplements sold in the US.^[1] The US Food and Drug Administration has received reports of adverse effects from higenamine-containing supplements since 2014, but higenamine's health risks remain poorly understood.^[1]